N²-<10''-(Acetyloxy)-9''-hydroxy-1'',2'',3'',4''-tetrahydroanthracenyl>-2'-deoxyguanosine | 138386-29-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N²-<10''-(Acetyloxy)-9''-hydroxy-1'',2'',3'',4''-tetrahydroanthracenyl>-2'-deoxyguanosine
• 英文别名: N²-[10''-(Acetyloxy)-9''-hydroxy-1'',2'',3'',4''-tetrahydroanthracenyl]-2'-deoxyguanosine；[10-hydroxy-4-[[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]amino]-1,2,3,4-tetrahydroanthracen-9-yl] acetate
• CAS: 138386-29-5；138386-30-8
• 化学式: C₂₆H₂₇N₅O₇
• 分子量: 521.53
• InChiKey: SAVZJUGKZYPSOK-NRHWTYQISA-N

物化性质

• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  168
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  10-(Acetyloxy)-3,4-dihydro-9(2H)-anthracenone 、 2'-脱氧鸟苷 以 水 、 乙腈 为溶剂， 反应 96.0h， 以27%的产率得到N²-<10''-(Acetyloxy)-9''-hydroxy-1'',2'',3'',4''-tetrahydroanthracenyl>-2'-deoxyguanosine
  参考文献：
  名称：

  Nucleophilic addition of 2'-deoxynucleosides to the o-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone

  摘要：

  In an effort to understand the chemistry of quinone methides, two simple, omicron-quinone methides 10-(acetyloxy)- and 10-methoxy-3,4-dihydro-9(2H)-anthracenone (3 and 4) have been constructed and their reactions with 2'-deoxyguanosine and 2'-deoxyadenosine investigated. The quinone methides were stirred with 1.2 equiv of nucleoside in H2O/CH3CN to afford products of N(6) alkylation with deoxyadenosine (3, 38%; 4, 16% yield) and N(2) alkylation with deoxyguanosine (3, 27%; 4, 5% yield).

  DOI：

  10.1021/jo00030a012